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Apartment holiday rentals in Northwest Side

Find and book unique apartments on Airbnb

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Popular amenities for Northwest Side apartment rentals

Weekly apartment rentals

Top Guest favourite
Apartment in Chicago
5 out of 5 average rating, 28 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

MeganRating, 5 stars4 days ago
Wowza!! This place was PERFECT! It was so cozy, spotlessly clean, and every single detail was obviously thoroughly thought about. The bed was so comfortable, with plenty of bedding and great pillows, and you have everything you need to set up the couch bed in the living room. And the backyard?! So peaceful and perfect for enjoying your coffee in the morning! I cant recommend it enough! Thank you, Dean, for such a great experience and comfortable place for us to be after a busy day in Chicago.
Guest favourite
Apartment in Chicago
4.88 out of 5 average rating, 50 reviews

Cute & Cozy Chicago Basement

AracelyRating, 5 stars1 week ago
it was our second time staying there and everything was as perfect as the first. will definitely be staying there again on my next trip to Chicago
Guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 96 reviews

Bright Colorful Boho-Chic Studio in Lincoln Square

GudrunRating, 5 stars2 weeks ago
Optimales und angenehmes Airbnb für die Städtetour leichter check-in/ check- out… gute und schnelle Kommunikation. Gute Anbindung an ÖPNV. Thank you for hosting us
Top Guest favourite
Apartment in Chicago
4.95 out of 5 average rating, 78 reviews

Serene Escape with King Sleep Number Bed, No Fees!

JanayRating, 5 stars1 week ago
I enjoyed my stay here it was well stocked with everything i needed. The area was nice and quiet, neighbors were pleasant and Jocy was very responsive. If I had any concerns or questions Jocy responded immediately I would highly recommend staying here.
Guest favourite
Apartment in Chicago
5 out of 5 average rating, 22 reviews

Cozy Chi-town apartment

AdelRating, 5 stars1 day ago
It was really great place to stay in it. very clean and organize
Guest favourite
Apartment in Chicago
5 out of 5 average rating, 17 reviews

Two Bedroom - Tranquil Retreat

CharithaRating, 5 stars1 week ago
A well equipped and clean cabin in a peaceful neighbourhood. The host was very responsive and helped with everything. The designated parking space was a plus.
Guest favourite
Apartment in Chicago
4.92 out of 5 average rating, 13 reviews

Cozy Casa by O’Hare Airport

KenilaRating, 5 stars6 days ago
We found this place after canceling a sketchy place we were originally planning to stay at. The place was very clean and clutter free. Everything was within 20-40 minute drive with Chicago’s traffic. He had very clear instructions and rules. Great place at a great price!
Superhost
Apartment in Chicago
4.88 out of 5 average rating, 17 reviews

New Luxury 5Bed 2Bath Suite w/ free Parking

CristianRating, 5 stars4 days ago
Check-in and out was smooth and the host responded fairly quickly to messages.

Private apartment rentals

Guest favourite
Apartment in Chicago
4.92 out of 5 average rating, 106 reviews

Cozy Chi-Private Apartment Wi-Fi Selfcheck-in

ReneRating, 5 stars1 month ago
Peaceful location! David was nice and responsive, and made sure that we were all comfortable in the space.
Top Guest favourite
Apartment in Forest Park
4.98 out of 5 average rating, 233 reviews

Walk to Oak Park from this Newly Remodeled Gem

BeverlyRating, 5 stars2 weeks ago
Uncommonly well supplied and furnished, this is one of our favorite Airbnbs anywhere. We’ve stayed a few times, and our experience has always been exceptional.
Guest favourite
Apartment in Chicago
4.99 out of 5 average rating, 137 reviews

Near 606 Trail | Free Garage Parking | W&D |LUXTEL

CathyRating, 5 stars3 weeks ago
What can I say??? Yolanda’s place was super clean, easy to get to and very comfortable and up to date on every level. We felt right at home and was within walking distance to our son’s apartment. We love Chicago and staying here made it even more enjoyable. Pictures do not do justice to. We will stay here again when we’re in Chicago again.
Guest favourite
Apartment in Chicago
4.94 out of 5 average rating, 108 reviews

Costa Lota Near Wrigley

DanielleRating, 5 stars5 days ago
My daughter and I loved our stay. It was the perfect location for our needs and everything we needed was walking distance. It’s was close to the brown line that we took it whenever we wanted to explore beyond the neighborhood. The place was clean and had everything we needed.
Superhost
Apartment in Chicago
4.78 out of 5 average rating, 142 reviews

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️

AlysRating, 5 stars1 month ago
Carla's place was as described! Will book with this host again!
Top Guest favourite
Apartment in Oak Park
4.97 out of 5 average rating, 199 reviews

Modern+Spacious W/King Bed, Walk to Town-Park Free

BreannaRating, 5 stars1 month ago
My wife and I cannot stop talking about how relaxing our stay was. It's clear that Emma has really put such thought and heart into this listing. Seriously one of the best homes we have had the pleasure to stay in and it's so incredibly cozy and inviting. We are looking forward to many more future stays here!
Guest favourite
Apartment in Chicago
4.88 out of 5 average rating, 190 reviews

Bright and Cozy 1BR Apartment in Logan Square!

SaraiRating, 5 stars3 weeks ago
We had a wonderful stay at Joan’s place! The place was cute and felt like home. The place was also surrounded by many stores which was super convenient. Joan was also always checking up and responded super quick. I will definitely be coming back when I’m back in the area !
Guest favourite
Apartment in Oak Park
4.87 out of 5 average rating, 654 reviews

Rockin' 2Bed steps to shops/food/train

AudreyRating, 5 stars2 weeks ago
We really enjoyed our time here! There were plenty of parking spots around the apartment. We were able to park right in front and we greatly appreciated the instructions on how to get an overnight pass for the car. One note on this - if the website does not work, download the app and get the pass through that. There are also so many restaurants walking distance from that apartment and it’s such a cute neighborhood to explore the many Frank Lloyd Wright houses scattered around. As a Runner, I also appreciated Anne’s suggested running route to see all the notable landmarks around the neighborhood!

Apartment rentals with a hot tub

Superhost
Apartment in Chicago
4.84 out of 5 average rating, 77 reviews

Spacious Beautiful Condo

KristinRating, 5 stars2 weeks ago
Perfect location for a family to stay that’s close to everything. We did days in the city and a game at Wrigley. Very clean and perfect for our long weekend in Chicago.
Superhost
Apartment in Chicago
4.67 out of 5 average rating, 311 reviews

Sentral Premium 2BR Apt South Loop Chicago

YvetteRating, 5 stars3 weeks ago
It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)
Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 26 reviews

Skyline Oasis: City & Lake Views

RobertRating, 5 stars4 weeks ago
Beautiful view of the city. The location is perfect! It is close to the train station and easy for Uber to get in and out of. Lots of restaurants, coffee, gelato, cookies, and donuts within walking distance. Our host was very responsive and quick to answer any questions we had and even provided restaurant suggestions. The balcony view is amazing day or night with the city scape and a view of the lake.
Superhost
Apartment in Chicago
4.83 out of 5 average rating, 54 reviews

Rooftop HotTub As Seen On "Married At First Sight"

KimikoRating, 5 stars8 months ago
I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!
Top Guest favourite
Apartment in Chicago
5 out of 5 average rating, 7 reviews

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

RimpiRating, 5 stars3 weeks ago
We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.
Superhost
Apartment in Chicago
4.88 out of 5 average rating, 16 reviews

Large Studio Apartment with no cleaning fee

Latrice Rating, 5 stars4 days ago
David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.
Guest favourite
Apartment in Chicago
4.92 out of 5 average rating, 37 reviews

Lincoln Park Haven: Balcony, Walk to Whole Foods

HoustonRating, 5 stars1 month ago
We had a great stay at this apartment in Lincoln Park. The view was excellent, and the building amenities were a nice bonus. The location was convenient too--Whole Foods was right across the street, with other shops like REI nearby. It was easy to get downtown and explore other parts of Lincoln Park. We were traveling with a toddler and a newborn, and the host helped by providing a pack 'n play. Communication was clear and timely. Overall, a smooth experience.
Superhost
Apartment in Chicago
4.79 out of 5 average rating, 19 reviews

Chicago/Beverly/Evergreen Park Home

CarinaRating, 5 stars1 week ago
The host is very helpful. The house next door seems to be abandoned; therefore, there is a lot of trash and broken glass on the floor next to this building. The place is very chic and fun. My favorite part was the bath bar and back yard. There are no dishes only cups and coffee mugs no paper towels and no plates. I liked the fact that the host asked questions before approving our reservation. I will definitely reserve again.

Destinations to explore